This episode focuses on the events of Valentine's Day for the cast and crew of TGS with Tracy Jordan, a fictional sketch comedy series.
Liz Lemon (played by Tina Fey) receives a mysterious gift; Frank Rossitano (Judah Friedlander) comments that he hates Jenna Maroney (Jane Krakowski); Pete Hornberger (Scott Adsit) forgets Valentine's Day, which also happens to be his wife, Paula's (Paula Pell) birthday; Jack Donaghy's (Alec Baldwin) divorce from Bianca (Isabella Rossellini) is made official; the writers believe that Cerie Xerox (Katrina Bowden) has romantic feelings for Kenneth Parcell (Jack McBrayer); and Tracy Jordan (Tracy Morgan) tries to spend a night with his wife, Angie Jordan (Sherri Shephard).
However, Kenneth fails to convince the writers that he has done so when he shows them a pair of male underpants, which he claims belong to Cerie.
Eventually, he picks up a prostitute (Rachel Dratch), and the two interrupt Tracy and Angie's Valentine's Day at the Soho Grand Hotel.
Angie, upset that their Valentine's Day is ruined, demands that Tracy get rid of Jack and the prostitute, so he calls Liz for help.
[2] The 2.5 refers to 2.5% of all 18- to 49-year-olds in the U.S., and the 6 refers to 6% of all 18- to 49-year-olds watching television at the time of the broadcast in the U.S.. Matt Webb Mitovich of TV Guide wrote that "it would be nearly impossible to measure up to last week's utterly manic introduction of Prince Gerhardt [Paul Reubens], so forgive 30 Rock if this week's outing was 'merely' very amusing at times."
He added that compared to Jack's storyline, he "actually wore more grins watching the microscopic B-story with the writers, playing Marry, Boff, Kill.